Development of enantioselective synthesis of precursor en route to paxilline indoloterpenoids is described. Evaluation of 25 diphosphine-based ligands has led to identification of JosiPhos derivative that allows for asymmetric conjugate addition of homoprenyl Grignard reagent to 2-methylcyclopent-2-en-1-one in excellent yield and with appreciable levels of enantioinduction. Application to the conjugate addition of other Grignard reagents is demonstrated.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7561000 | PMC |
| http://dx.doi.org/10.1016/j.tet.2019.04.076 | DOI Listing |
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